A historic church with a stone pathway leading to its entrance, surrounded by a cemetery with numerous headstones.

Winchelsea Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Winchelsea vacation rentals

A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

1. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is ₩644,508
₩773,410 total
includes taxes & fees
Aug 31 - Sep 1
Sparrows Den Lodge
A cozy interior with a wood-burning stove, a kitchen area, a sofa, and a view of the outdoors.

2. Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (45 reviews)
"A stunningly beautiful setting. Clean, tidy and, elegantly decorated and set out. Secure, peaceful and comfortable. We shall most definitely stay there again. Cannot recommend highly enough! ✨💫✨💫✨💫💚🌲💚💫✨💫✨"
United Kingdom
Diana
The price is ₩287,887
₩287,887 total
includes taxes & fees
Sep 21 - Sep 22
Extraordinary Huts
A wooden deck with a striped cushion, a brick wall, and a view of a river.

3. 7 Waves

7 Waves
3.5 star property
Rye
8.0 out of 10, Very Good, (1 review)
The price is ₩655,759
₩786,911 total
includes taxes & fees
Aug 28 - Aug 29
7 Waves
A modern building with a curved facade, multiple balconies, and a grassy area in front.

4. Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (55 reviews)
"Excellent little studio , has everything you need. Great location."
United Kingdom
Tim
The price is ₩140,241
₩168,289 total
includes taxes & fees
Sep 2 - Sep 3
Bexlet
A secluded outdoor area with two small, semi-circular wooden structures, surrounded by lush greenery and trees.

5. Chestnut Meadow Camping

Chestnut Meadow Camping
4.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (4 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is ₩118,241
₩141,889 total
includes taxes & fees
Aug 24 - Aug 25
Chestnut Meadow Camping
A compact kitchen with a stove, oven, sink, and wooden countertops.

6. Caravan - Sleeps 8 - Pets Ok - Parking - Patio

Caravan - Sleeps 8 - Pets Ok - Parking - Patio
3.0 star property
Rye
5.4 out of 10, (3 reviews)
"I was disappointed with this stay. For the amount of money it cost, the caravan was not clean, was overcrowded and needs a lot of smarting up. You had to pay extra to have bedding which I think is unreasonable, particularly how much it cost per night anyway. Communication with the host was fine but not great. Unfortunately I won’t be recommending or returning to this property. "
United Kingdom
Kerry
The price is ₩239,386
₩333,930 total
includes taxes & fees
Sep 1 - Sep 2
Caravan - Sleeps 8 - Pets Ok - Parking - Patio
A hotel room with a bed, two armchairs, a small round table with a vase of flowers, and a view of the outdoors through large windows with curtains.

7. Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
8.8 out of 10, Excellent, (139 reviews)
"Very clean and welcoming, Staff are always polite friendly and approachable."
United Kingdom
Paul
The price is ₩121,232
₩145,478 total
includes taxes & fees
Aug 23 - Aug 24
Osborne Apartments
A cozy living room with a sofa, a white furry chair, a wooden table, and a fireplace.

8. Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful experience and accommodation"
United Kingdom
Lesley
The price is ₩295,058
₩354,069 total
includes taxes & fees
Sep 9 - Sep 10
Pinewood Camping Pods - At Port Lympne Reserve
A dining area with a green staircase, a glass table, and chairs.

9. 3 Cinque Ports Street

3 Cinque Ports Street
2.0 star property
Rye
The price is ₩673,439
₩808,127 total
includes taxes & fees
Aug 31 - Sep 1
3 Cinque Ports Street
A large field with tents and a central fire pit, surrounded by a building with conical roofs.

10. Oastbrook Glamping

Oastbrook Glamping
2.0 star property
Robertsbridge
10.0 out of 10, Exceptional, (1 review)
"Nick and America are wonderful hosts. The bed and pillows were so comfortable. We loved our stay there and cannot wait to go back."
United Kingdom
Sima
The price is ₩299,390
₩359,268 total
includes taxes & fees
Aug 27 - Aug 28
Oastbrook Glamping
A living room with a sofa, coffee table, and a fireplace.

11. Suspire House -sleeps6-garden-bbq-coastal Retreat

Suspire House -sleeps6-garden-bbq-coastal Retreat
3.0 star property
New Romney
2.0 out of 10, (1 review)
"We left after just 4 hours because the property was nothing like the listing. The photos give a far better impression than the reality. Before arrival, I had to chase the host for check-in instructions as nothing had been sent. Even after calling, I was only given the key safe code. Later that day, after we’d already left, I received an email stating there was a £100 charge per pet, despite the Hotels.com listing clearly advertising “pets go free.” The property appeared to have had only...
United Kingdom
Werner
The price is ₩268,506
₩412,969 total
includes taxes & fees
Aug 31 - Sep 1
Suspire House -sleeps6-garden-bbq-coastal Retreat
A dining area with a table, chairs, a bottle of champagne, and a view through a glass door.

12. 3 Tidal

3 Tidal
3.5 star property
Rye
The price is ₩625,221
₩750,265 total
includes taxes & fees
Sep 5 - Sep 6
3 Tidal
A wooden cabin room with a bed, a TV mounted on the wall, and a door leading outside.

13. Pet Friendly Private Cabin Town Eurotunnel Beach

Pet Friendly Private Cabin Town Eurotunnel Beach
3.0 star property
Hythe
8.0 out of 10, Very Good, (3 reviews)
"The closeness to the High St. meant it was easy to walk to find something to eat/drink. The host was very helpful."
United Kingdom
David
The price is ₩116,368
₩139,642 total
includes taxes & fees
Sep 22 - Sep 23
Pet Friendly Private Cabin Town Eurotunnel Beach
A living room with a grey sofa, a black ottoman, and a yellow throw pillow. There are large sliding glass doors leading to a balcony with a view of houses and a fence.

14. South Beach Landings 0028

South Beach Landings 0028
2.0 star property
Rye
The price is ₩748,980
₩898,776 total
includes taxes & fees
Sep 1 - Sep 2
South Beach Landings 0028
A bench overlooking a coastal view with a clear sky and a distant shoreline.

15. 2-bed, Sleeps 4, Free Parking, Pets Allowed

2-bed, Sleeps 4, Free Parking, Pets Allowed
3.0 star property
Eastbourne City Centre
The price is ₩422,897
₩422,897 total
includes taxes & fees
Sep 1 - Sep 2
2-bed, Sleeps 4, Free Parking, Pets Allowed
A cozy living room with a sofa, a dining table set for two, and a small side table.

16. 1A Coastguard Cottages

1A Coastguard Cottages
3.0 star property
Rye
The price is ₩790,768
₩948,922 total
includes taxes & fees
Sep 3 - Sep 4
1A Coastguard Cottages

17. Summerhill Manor Retreat - 7 Bedroom House

Summerhill Manor Retreat - 7 Bedroom House
2.0 star property
Ashford
The price is ₩2,013,793
₩2,620,768 total
includes taxes & fees
Aug 24 - Aug 25
Summerhill Manor Retreat - 7 Bedroom House
A modern living room with a sofa, a coffee table, and a TV. There is a kitchen in the background.

18. The Boathouse

The Boathouse
3.0 star property
St Leonards-On-Sea
10.0 out of 10, Exceptional, (1 review)
The price is ₩670,224
₩804,269 total
includes taxes & fees
Sep 12 - Sep 13
The Boathouse
A bedroom with a bed, bedside table, nightstand, and a ceiling light fixture.

19. Summerhill by Suspire

Summerhill by Suspire
2.5 star property
Ashford
The price is ₩218,161
₩352,555 total
includes taxes & fees
Aug 31 - Sep 1
Summerhill by Suspire
A modern two-story house with a large front window, a chimney, and a garage.

20. Luxury Kent Bungalow Retreat Sleeps 12

Luxury Kent Bungalow Retreat Sleeps 12
4.0 star property
Tonbridge
The price is ₩1,080,562
₩1,296,675 total
includes taxes & fees
Sep 2 - Sep 3
Luxury Kent Bungalow Retreat Sleeps 12
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchelsea Hotel Reviews

The Burlington Hotel

The Burlington Hotel

8/10 Good
"We had a one night stay at the Burlington. From the outside the hotel looked tired and in need of some maintenance, but once inside the former grandeur of the place was evident, with beautiful chandeliers, nice seating areas and a lovely airy flow to the place. The staff were all very friendly and genuinely couldn't do enough to help us. We had a lovely large room with a sea view which suited us perfectly. The beds were very comfortable too The lift was a bonus, and worked perfectly. We didn't have breakfast at the hotel so are unable to comment on that, but the dining room looked full when we walked past. We were also able to leave our bags in a secure room once we had checked out which was really helpful as we arrived by bus. The location is great, giving easy access to the local amenities."
Annette 1-night trip
Posted 3 hours ago
The Burlington Hotel

Find out more about Winchelsea

Search for Vacation rentals in Winchelsea on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Winchelsea using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Winchelsea?

Yes, we have vacation rentals near well known local attractions in Winchelsea, or you can select a more secluded option if you're looking for relaxation. Our travelers say Winchelsea has a good selection of restaurants. Make sure you have time to check out the breweries and gardens during your trip.

How many vacation rentals are there in Winchelsea?

With 14 Expedia vacation rentals, you're sure to find just the right place for your Winchelsea stay.

What’s there to see and do in Winchelsea?

Winchelsea Beach and Pett Level Beach are a couple of lovely local spots to get outside and enjoy nature. High Weald and St. Thomas the Martyr are other places to visit while you're in town.

What’s a vacation rental in Winchelsea like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Winchelsea. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.